AR072819A1 - DERIVATIVES OF TRIAZOLO [4,3-A] PIRIDINE, PREPARATION PROCEDURE, INTERMEDIARIES OF SUCH PROCESS, PHARMACEUTICAL COMPOSITIONS THAT UNDERSTAND AND USE THE SAME, AS INHIBITORS OF MET PROTEINQUINASE, FOR THE TREATMENT OF CANCERESIST, PSCESESIS, PSC CENTRAL NERVOUS AND OTHER - Google Patents

DERIVATIVES OF TRIAZOLO [4,3-A] PIRIDINE, PREPARATION PROCEDURE, INTERMEDIARIES OF SUCH PROCESS, PHARMACEUTICAL COMPOSITIONS THAT UNDERSTAND AND USE THE SAME, AS INHIBITORS OF MET PROTEINQUINASE, FOR THE TREATMENT OF CANCERESIST, PSCESESIS, PSC CENTRAL NERVOUS AND OTHER

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AR072819A1
AR072819A1 ARP090102727A ARP090102727A AR072819A1 AR 072819 A1 AR072819 A1 AR 072819A1 AR P090102727 A ARP090102727 A AR P090102727A AR P090102727 A ARP090102727 A AR P090102727A AR 072819 A1 AR072819 A1 AR 072819A1
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Argentina
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radicals
radical
optionally substituted
alkyl
heteroaryl
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ARP090102727A
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Spanish (es)
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Eric Bacque
Dominique Damour
Sylvie Wentzler
Patrick Nemecek
Conception Nemecek
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Sanofi Aventis
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Priority claimed from FR0804084A external-priority patent/FR2933980B1/en
Priority claimed from FR0900245A external-priority patent/FR2941229B1/en
Application filed by Sanofi Aventis filed Critical Sanofi Aventis
Publication of AR072819A1 publication Critical patent/AR072819A1/en

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    • A61K31/5375—1,4-Oxazines, e.g. morpholine
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Abstract

Reivindicacion 1: Productos de formula (1), en la que Ra representa un átomo de hidrogeno; un átomo de halogeno; un radical arilo; o un radical heteroarilo, estando estos radicales arilo y heteroarilo opcionalmente sustituidos como se indica a continuacion; Rb representa un átomo de hidrogeno, un radical Rc, -COORc, -CO-Rc o un radical -CO-NRcRd; con Rc representando un radical alquilo, cicloalquilo, heterocicloalquilo, arilo y heteroarilo, estando todos estos radicales opcionalmente substituidos como se indica a continuacion; Rd representa un átomo de hidrogeno o un radical alquilo o cicloalquilo; estando todos los radicales definidos anteriormente alquilo, cicloalquilo, heterocicloalquilo, arilo y heteroarilo opcionalmente sustituidos con uno o varios radicales elegidos entre los átomos de halogeno y los radicales hidroxilo, alcoxi, CN, CF3, -NR1R2, heterocicloalquilo, -COOH, -COOalk, -CONR1R2 y -NR1COR2; estando además los radicales alquilo y cicloalquilo opcionalmente sustituidos con un radical arilo o heteroarilo, ellos mismos opcionalmente sustituidos con uno o varios radicales elegidos entre los átomos de halogeno y los radicales hidroxilo, alquilo, alcoxi y NR3R4; estando además los radicales cicloalquilo, heterocicloalquilo, arilo o heteroarilo opcionalmente sustituidos con un radical alquilo, él mismo opcionalmente sustituido con uno o varios radicales elegidos entre los átomos de halogeno y los radicales hidroxilo, O-heterocicloalquilo, alquilo, alcoxi y NR3R4; siendo NR1R2 de tal modo que siendo bien R1 y R2 idénticos o diferentes, uno de R1 y R2 representa un átomo de hidrogeno o un radical alquilo y el otro de R1 y R2 representa un átomo de hidrogeno, un radical cicloalquilo o un radical alquilo opcionalmente sustituido con uno o varios radicales idénticos o diferentes elegidos entre los radicales hidroxilo, alcoxi, NR3R4, heterocicloalquilo, heteroarilo o fenilo, ellos mismos opcionalmente sustituidos; bien R1 y R2 forman con el átomo de nitrogeno al que están unidos un radical cíclico que comprende de 3 a 10 eslabones y opcionalmente uno o varios heteroátomos diferentes elegido(s) entre O, S, N, y NH, estando este radical incluido el NH opcional que contiene sustituido opcionalmente; siendo NR3R4 tal que, siendo bien R3 y R4 idénticos o diferentes, uno de R3 y R4 representa un átomo de hidrogeno o un radical alquilo y el otro de R3 y R4 representa un átomo de hidrogeno, un radical cicloalquilo o un radical alquilo opcionalmente sustituido con uno o varios radicales idénticos o diferentes elegidos entre los radicales hidroxilo, alcoxi, heterocicloalquilo, heteroarilo o fenilo, ellos mismos opcionalmente sustituidos, bien R3 y R4 forman con el átomo de nitrogeno al que están unidos un radical cíclico que comprende de 3 a 10 eslabones y opcionalmente uno o varios heteroátomos diferentes elegido(s) entre O, S, N y NH, estando este radical incluido el NH opcional que contiene sustituido opcionalmente; los radicales cíclicos que pueden formar R1 y R2 o R3 y R4 respectivamente con el átomo de nitrogeno al que están unidos, estando opcionalmente sustituidos con uno o varios radicales idénticos o diferentes elegidos entre los átomos de halogeno, los radicales hidroxilo, oxo, alcoxi, NH2; NHalk, N(alk)2 y los radicales alquilo, fenilo, CH2-fenilo y heteroarilo, tales que entre estos ultimos radicales los radicales alquilo, fenilo y heteroarilo están ellos mismos sustituidos opcionalmente con uno o varios radicales elegidos entre los átomos de halogeno y los radicales hidroxilo, alquilo y alcoxi que comprenden de 1 a 4 átomos de carbono, NH2; NHaIk y N(alk)2; comprendiendo todos los radicales alquilo (alk) y alcoxi anteriores de 1 a 6 átomos de carbono; estando dichos productos de formula (1) en todas las formas isomeras racémicas, enantiomeras y diastereoisomeras posibles, así como las sales de adicion con los ácidos minerales y orgánicos o con las bases minerales y orgánicas de dichos productos de formula (1).Claim 1: Products of formula (1), wherein Ra represents a hydrogen atom; a halogen atom; an aryl radical; or a heteroaryl radical, these aryl and heteroaryl radicals being optionally substituted as indicated below; Rb represents a hydrogen atom, an Rc radical, -COORc, -CO-Rc or a -CO-NRcRd radical; with Rc representing an alkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl radical, all of these radicals being optionally substituted as indicated below; Rd represents a hydrogen atom or an alkyl or cycloalkyl radical; all the radicals defined above being alkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl optionally substituted with one or more radicals chosen from halogen atoms and hydroxyl, alkoxy, CN, CF3, -NR1R2, heterocycloalkyl, -COOH, -COOalk radicals, -CONR1R2 and -NR1COR2; the alkyl and cycloalkyl radicals being optionally substituted with an aryl or heteroaryl radical, themselves optionally substituted with one or more radicals chosen from the halogen atoms and the hydroxyl, alkyl, alkoxy and NR3R4 radicals; the cycloalkyl, heterocycloalkyl, aryl or heteroaryl radicals being optionally substituted with an alkyl radical, itself optionally substituted with one or more radicals chosen from the halogen atoms and the hydroxyl, O-heterocycloalkyl, alkyl, alkoxy and NR3R4 radicals; NR1R2 being such that R1 and R2 are identical or different, one of R1 and R2 represents a hydrogen atom or an alkyl radical and the other of R1 and R2 represents a hydrogen atom, a cycloalkyl radical or an alkyl radical optionally substituted with one or several identical or different radicals chosen from among the hydroxyl, alkoxy, NR3R4, heterocycloalkyl, heteroaryl or phenyl radicals, themselves optionally substituted; either R1 and R2 form with the nitrogen atom to which they are attached a cyclic radical comprising from 3 to 10 links and optionally one or several different heteroatoms chosen from O, S, N, and NH, this radical including the Optional NH containing optionally substituted; NR3R4 being such that, R3 and R4 being identical or different, one of R3 and R4 represents a hydrogen atom or an alkyl radical and the other of R3 and R4 represents a hydrogen atom, a cycloalkyl radical or an optionally substituted alkyl radical with one or several identical or different radicals chosen from among the hydroxyl, alkoxy, heterocycloalkyl, heteroaryl or phenyl radicals, themselves optionally substituted, either R3 and R4 form with the nitrogen atom to which they are attached a cyclic radical comprising from 3 to 10 links and optionally one or several different heteroatoms chosen from O, S, N and NH, this radical including the optional NH containing optionally substituted; the cyclic radicals that can form R1 and R2 or R3 and R4 respectively with the nitrogen atom to which they are attached, being optionally substituted with one or several identical or different radicals chosen from the halogen atoms, the hydroxyl, oxo, alkoxy radicals, NH2; NHalk, N (alk) 2 and the alkyl, phenyl, CH2-phenyl and heteroaryl radicals, such that among these latter radicals the alkyl, phenyl and heteroaryl radicals are themselves optionally substituted with one or more radicals chosen from the halogen atoms and hydroxyl, alkyl and alkoxy radicals comprising from 1 to 4 carbon atoms, NH2; NHaIk and N (alk) 2; comprising all the above alkyl (alk) and alkoxy radicals of 1 to 6 carbon atoms; said products of formula (1) being in all possible racemic, enantiomeric and diastereoisomeric isomeric forms, as well as the addition salts with the mineral and organic acids or with the mineral and organic bases of said products of formula (1).

ARP090102727A 2008-07-18 2009-07-17 DERIVATIVES OF TRIAZOLO [4,3-A] PIRIDINE, PREPARATION PROCEDURE, INTERMEDIARIES OF SUCH PROCESS, PHARMACEUTICAL COMPOSITIONS THAT UNDERSTAND AND USE THE SAME, AS INHIBITORS OF MET PROTEINQUINASE, FOR THE TREATMENT OF CANCERESIST, PSCESESIS, PSC CENTRAL NERVOUS AND OTHER AR072819A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0804084A FR2933980B1 (en) 2008-07-18 2008-07-18 NOVEL TRIAZOLO®4,3-A! PYRIDINE DERIVATIVES, PROCESS FOR THEIR PREPARATION, THEIR USE AS MEDICAMENTS, PHARMACEUTICAL COMPOSITIONS AND NOVEL USE IN PARTICULAR AS MET INHIBITORS
FR0900245A FR2941229B1 (en) 2009-01-21 2009-01-21 NOVEL TRIAZOLO®4,3-A! PYRIDINE DERIVATIVES, PROCESS FOR THEIR PREPARATION, THEIR USE AS MEDICAMENTS, PHARMACEUTICAL COMPOSITIONS AND NOVEL USE IN PARTICULAR AS MET INHIBITORS

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US20100041663A1 (en) 2008-07-18 2010-02-18 Novartis Ag Organic Compounds as Smo Inhibitors
EP2536285B1 (en) 2010-02-18 2018-04-25 vTv Therapeutics LLC Substituted fused imidazole derivatives, pharmaceutical compositions, and methods of use thereof
US8759535B2 (en) 2010-02-18 2014-06-24 High Point Pharmaceuticals, Llc Substituted fused imidazole derivatives, pharmaceutical compositions, and methods of use thereof
FR2966151B1 (en) * 2010-10-14 2012-11-09 Sanofi Aventis 6- (ALKYL- OR CYCLOALKYL-TRIAZOLOPYRIDAZINE-SULFANYL) BENZOTHIAZOLES DERIVATIVES: PREPARATION, APPLICATION AS MEDICAMENTS AND USE AS MET INHIBITORS
JP5808826B2 (en) * 2011-02-23 2015-11-10 インテリカイン， エルエルシー Heterocyclic compounds and uses thereof
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